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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46235Generated: October 25, 2026

Trifluoroacetic acid → 4-(2-azetidin-3-yl-4-chlorophenoxy)-5-chloro-N-(5-chloro-1,3-thiazol-2-yl)-2-fluorobenzenesulfonamide

https://huagongshe.com/reaction/46235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 3-(5-chloro-2-hydroxyphenyl)azetidine-1-carboxylateHCID 59436608—
Reactant5-Chloro-N-(5-chloro-1,3-thiazol-2-yl)-N-(2,4-dimethoxybenzyl)-2,4-difluorobenzenesulfonamideHCID 59436622—
SolventDichloromethaneHCID 6344—
Product4-(2-azetidin-3-yl-4-chlorophenoxy)-5-chloro-N-(5-chloro-1,3-thiazol-2-yl)-2-fluorobenzenesulfonamideHCID 46840815—

Reaction Steps

5-Chloro-N-(5-chloro-1,3-thiazol-2-yl)-N-(2,4-dimethoxybenzyl)-2,4-difluorobenzenesulfonamide (Preparation 655) and tert-butyl 3-(5-chloro-2-hydroxyphenyl)azetidine-1-carboxylate (Preparation 237) were stirred in dichloromethane (2 ml) and trifluoroacetic acid (1 ml) to prepare the title compound using Method F above but where the N,N-dimethylformamide was replaced with dimethyl sulphoxide. The crude product was concentrated in vacuo and purified by preparative HPLC to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541588B2
Source datasetuspto-grants-2013_09
ORD IDord-5e6a2e8ebb514db4897fc4365fce444b
Source noteuspto-grants-2013_09